Issue 33, 2018

Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

Abstract

An efficient three-component one-pot [3 + 2] cycloaddition of isatins, 1,2,3,4-tetrahydroisoquinolines and methyleneindolinones has been developed. This reaction proceeded in a highly diastereoselective manner to afford a wide range of pyrrolo[1,2-a]isoquinoline-based bispirooxindoles in up to 91% yields. Additionally, a gram-scale experiment and some chemical transformations were conducted.

Graphical abstract: Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

Supplementary files

Article information

Article type
Paper
Submitted
25 Jun 2018
Accepted
03 Aug 2018
First published
03 Aug 2018

Org. Biomol. Chem., 2018,16, 6025-6034

Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

J. Guo, Y. Zhao, D. Fang, Q. Wang and Z. Bu, Org. Biomol. Chem., 2018, 16, 6025 DOI: 10.1039/C8OB01493K

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